John was piloting a plane behind a car but was never able to overtake it. Why?

Three people check into a hotel. They pay $60 for the rent of the room. After they check-in, the manager realize that the rent for the room is $55. So, he gives $5 to the bellboy and asks him to give it to them. The bellboy thinks that it will be difficult for the three people to share $5 among them and seeking the personal benefit, he pockets $2 and gives the remaining $3 to them.

Now, each person paid $20 and got back $1. In this manner, each of them paid just $19 which totals to the amount of $57. The bellboy has $2 with him and adding them, we get $59. So where is the remaining $1?

You see a boat filled with people, yet there isn’t a single person on board. How is that possible?

If a wheel has 54 spokes, how many spaces are there between the spokes?

On my way to St. Ives I saw a man with 7 wives. Each wife had 7 sacks. Each sack had 7 cats. Each cat had 7 kittens. Kittens, cats, sacks, wives. How many were going to St. Ives?

There are five vowels (a, e, i, o, u) in the English language.
Can you tell us a word that contains all these vowels?

A father told his three sons he would die soon and he needed to decide which one of them to give his property to. He said, “Go to the market and buy something large enough to fill my bedroom, but small enough to fit in your pocket. From this, I will decide which of you is the wisest and worthy enough to inherit my land.” They all went to the market, and each came back with a different item. The father told his sons to come into his bedroom one at a time and try to fill up his bedroom with their items. The first son came in and put some pieces of cloth he bought and laid them across the room, but it barely covered the floor. The second son came in and laid some hay on the floor, but there was only enough to cover half the floor. The third son came in and showed his father what he bought. He wound up getting the property. What did the third son show his father?

Which country gets ill every time?

I am the largest in my family of fifty.
The youngest of our family lives separately from the rest of the family and so do I.
I am regarded as harsh and tough.
I am so large, you cut me in two equal halves,
each half would still be larger than the second largest member of the family.
Who am I?

What goes up but never comes down?